4-[(1R)-1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol合成路线 (共 13 条)
反应条件
hydrogenchloride; potassium fluoride in methanol
T=23°C; 2.5 h;
参考文献
Corey; Link, John O.
Tetrahedron Letters, 1990 , vol. 31, # 5 p. 601 - 604
反应条件
aluminium trichloride; ethanethiol in dichloromethane
T=0 - 20°C;
参考文献
Kumar, Pradeep; Upadhyay, Rajesh Kumar; Pandey, Rajesh Kumar
Tetrahedron Asymmetry, 2004 , vol. 15, # 24 p. 3955 - 3959
参考文献
Delmar Chem. Ltd.
Patent: US2715141 , 1952 ;
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Lands et al.
Journal of Pharmacology and Experimental Therapeutics, 1954 , vol. 111, p. 469,470
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Kerschbaum; Benedikt
Monatshefte fuer Chemie, 1952 , vol. 83, p. 1090
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Beccari et al.
Science (Washington, DC, United States), 1953 , vol. 118, p. 249
反应条件
1: 97 percent / potassium ferricyanide; potassium carbonate; osmium tetroxide / (DHQD)2PHAL / H2O; 2-methyl-propan-2-ol; toluene / 24 h / 0 °C
2: 95 percent / dibutyltin oxide; triethylamine / CH2Cl2 / 0.75 h / 20 °C
3: 95 percent / sodium iodide / acetone / 6 h / Heating
4: 7 h / 80 °C
5: 80 percent / ethanethiol; aluminium chloride / CH2Cl2 / 0 - 20 °C
View Scheme
参考文献
Kumar, Pradeep; Upadhyay, Rajesh Kumar; Pandey, Rajesh Kumar
Tetrahedron Asymmetry, 2004 , vol. 15, # 24 p. 3955 - 3959
反应条件
1: 96 percent / 2,6-Lutidine / tetrahydrofuran / 1 h / 0 °C
2: 96 percent / BH3 / CBS catalyst R-oxazaborolidine (8) / tetrahydrofuran / 0.08 h
3: 92 percent / NaI / acetone / 72 h / Heating
4: 95 percent / Imidazole / dimethylformamide / 0.08 h / 23 °C
5: 88 percent / 6.5 h / 80 °C
6: 81 percent / KF, HCl / methanol / 2.5 h / 23 °C
View Scheme
参考文献
Corey; Link, John O.
Tetrahedron Letters, 1990 , vol. 31, # 5 p. 601 - 604
反应条件
1: 96 percent / BH3 / CBS catalyst R-oxazaborolidine (8) / tetrahydrofuran / 0.08 h
2: 92 percent / NaI / acetone / 72 h / Heating
3: 95 percent / Imidazole / dimethylformamide / 0.08 h / 23 °C
4: 88 percent / 6.5 h / 80 °C
5: 81 percent / KF, HCl / methanol / 2.5 h / 23 °C
View Scheme
参考文献
Corey; Link, John O.
Tetrahedron Letters, 1990 , vol. 31, # 5 p. 601 - 604
反应条件
MCCD-HPS packed column in hydrogenchloride; methanol
pH=8.6;
参考文献
Gong, Yinhan; Lee, Hian Kee
Analytical Chemistry, 2003 , vol. 75, # 6 p. 1348 - 1354
反应条件
1: 95 percent / dibutyltin oxide; triethylamine / CH2Cl2 / 0.75 h / 20 °C
2: 95 percent / sodium iodide / acetone / 6 h / Heating
3: 7 h / 80 °C
4: 80 percent / ethanethiol; aluminium chloride / CH2Cl2 / 0 - 20 °C
View Scheme
参考文献
Kumar, Pradeep; Upadhyay, Rajesh Kumar; Pandey, Rajesh Kumar
Tetrahedron Asymmetry, 2004 , vol. 15, # 24 p. 3955 - 3959
反应条件
1: 7 h / 80 °C
2: 80 percent / ethanethiol; aluminium chloride / CH2Cl2 / 0 - 20 °C
View Scheme
参考文献
Kumar, Pradeep; Upadhyay, Rajesh Kumar; Pandey, Rajesh Kumar
Tetrahedron Asymmetry, 2004 , vol. 15, # 24 p. 3955 - 3959
反应条件
1: 95 percent / sodium iodide / acetone / 6 h / Heating
2: 7 h / 80 °C
3: 80 percent / ethanethiol; aluminium chloride / CH2Cl2 / 0 - 20 °C
View Scheme
参考文献
Kumar, Pradeep; Upadhyay, Rajesh Kumar; Pandey, Rajesh Kumar
Tetrahedron Asymmetry, 2004 , vol. 15, # 24 p. 3955 - 3959